Article
Chemistry, Organic
T. Moritz Weber, Joerg Pietruszka
Summary: Copper-catalyzed alkyne azide click chemistry (CuAAC) is important for drug development and biological materials labeling. A new tridentate Cu-ligand called TDETA was synthesized as a scalable and non-toxic alternative to HN3 and the previously used DTEA ligand. TDETA showed excellent solubility in organic solvents and aqueous solutions, outcompeted commercial ligands THPTA and TBTA for various azide and alkyne combinations using Cu(I) and Cu(II) species, and had a 80% recovery yield.
SYNTHESIS-STUTTGART
(2023)
Article
Chemistry, Applied
Hakimeh Mirzaei, Hossein Eshghi, Seyed Mohammad Seyedi
Summary: The copper immobilized on silk fibroin was successfully prepared and characterized using multiple techniques, showing good catalytic activity in the azide-alkyne cycloaddition reaction under mild conditions. The heterogeneous-supported Cu catalyst showed stable catalytic activity after being reused four times.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Correction
Chemistry, Inorganic & Nuclear
Firdaus Rahaman Gayen, Abdul Aziz Ali, Debashree Bora, Saptarshi Roy, Supriya Saha, Lakshi Saikia, Rajib Lochan Goswamee, Biswajit Saha
Summary: This study focuses on the synthesis and characterization of a ferrocene functionalized Schiff base containing Cu(II) complex, and demonstrates its catalytic activity in the azide alkyne cycloaddition reaction at parts-per-million levels.
DALTON TRANSACTIONS
(2021)
Article
Chemistry, Multidisciplinary
Fei-Fei Wang, Jia-Hui Li, Hai-Yan Liu, Shu-Ping Deng, Ying-Ying Liu, Jian-Fang Ma
Summary: Three distinctive coordination polymers were solvothermally synthesized using a resorcin[4]arene ligand. Among them, compound 1 showed efficient and selective catalytic performance, and could be recycled with preservation of its catalytic capability and structural integrity.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xiai Luo, Yu Zhao, Susu Tao, Zhong-Tao Yang, Hui Luo, Weiguang Yang
Summary: A simple synthesis method for (Z)-1,2-dihydro-2-iminoquinolines has been achieved using copper-catalyzed reaction of 1-(2-aminophenyl)ethan-1-ones, sulfonyl azides, and terminal ynones under mild conditions. The Z-configured products are obtained through a base-free CuAAC/ring-opening process due to hydrogen bonding.
Review
Biotechnology & Applied Microbiology
Priyank Purohit, Akanksha Bhatt, Ravi K. Mittal, Magda H. Abdellattif, Thoraya A. Farghaly
Summary: Polymer grafting is a technique to improve the morphology and properties of polymers. By creating copolymers or grafting, the physicochemical properties of polymers can be further modified. This review discusses various chemical approaches for polymer grafting, such as free radical reactions, click reactions, amide formation, and alkylation. The review also covers the importance of the graft-to approaches and their application in different fields.
FRONTIERS IN BIOENGINEERING AND BIOTECHNOLOGY
(2023)
Article
Chemistry, Multidisciplinary
Borja Cirera, Alexander Riss, Pingo Mutombo, Jose Urgel, Jose Santos, Marco Di Giovannantonio, Roland Widmer, Samuel Stolz, Qiang Sun, Max Bommert, Roman Fasel, Pavel Jelinek, Willi Auwarter, Nazario Martin, David Ecija
Summary: The design of organometallic complexes is crucial in modern organic chemistry and catalysis. On-surface synthesis has recently emerged as a disruptive method to design compounds and nanomaterials previously considered impossible. The activation of inner diacetylene moieties of a molecular precursor by copper surface adatoms has led to the formation of unprecedented organocopper metallacycles on Cu(111), paving the way for new avenues in organometallic compound engineering and polyyne chemistry on surfaces.
Article
Chemistry, Physical
Xiangjie Zhang, Bingyang Wang, Yanmei Lu, Chungu Xia, Jianhua Liu
Summary: A series of new pyrene tagged nitrogen heterocyclic carbene copper (NHC-Cu) molecular complexes and immobilized NHC-Cu catalyst on multi-walled carbon nanotubes (MWNTs) have shown great potential in promoting azide-alkyne cycloaddition reactions with excellent performance characteristics.
MOLECULAR CATALYSIS
(2021)
Article
Polymer Science
Han Byul Song, Nancy Sowan, Austin Baranek, Jasmine Sinha, Wayne D. Cook, Christopher N. Bowman
Summary: The present study utilized photoinitiated copper-catalyzed azide-alkyne cycloaddition (CuAAC) polymerization to create structurally diverse glassy polymer networks. By systematically altering the monomer backbone rigidity and the reactive functional group density, networks with varied mechanical properties and strengths were obtained. Incorporating flexible monomers and changing the reactive end groups resulted in improvements in elongation at break and tensile toughness in the polymer networks.
Article
Chemistry, Inorganic & Nuclear
Atousa Khanzadeh, Saeed Ataie, R. Tom Baker
Summary: Two tetranuclear Cu(I) complexes with thiolate- and amido-SNS ligands were characterized, and their reactivities in the copper-catalyzed azide-alkyne cycloaddition reaction were studied. The amido ligand undergoes irreversible N-protonation, while the thiolate complex shows good activity and high yields under base-free conditions in water at 70°C. DFT calculations indicate the proton-shuttle role of thiolate donor in the formation of the initial dicopper σ,π-alkynyl intermediate.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Arthi Ravi, Syed Zahid Hassan, Subhrajyoti Bhandary, Kana M. Sureshan
Summary: In this study, a rigid inositol-derived monomer functionalized with azide and alkyne was used for regiospecific and quantitative topochemical azide-alkyne cycloaddition (TAAC) polymerization in crystalline polymorphs. The study highlights the caution of overreliance on topochemical postulates for predicting reactivity at high temperatures.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
[Anonymous]
Summary: The research article discusses a topochemical reaction that results in the formation of polymorphs of triazolyl-linked polyinositol.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Review
Chemistry, Multidisciplinary
Dinesh Parshuram Satpute, Gargi Nikhil Vaidya, Shyam Kumar Lokhande, Sangita Dattatray Shinde, Shivkanya Madhavrao Bhujbal, Deep Rohan Chatterjee, Pooja Rana, Ashwini Venkatesh, Mithilesh Nagpure, Dinesh Kumar
Summary: The expansion of catalytic methods, particularly nickel-catalyzed reactions in aqueous media, offers cost-effective synthetic routes, but challenges related to the relative instability of nickel complexes in water still need to be overcome.
Review
Chemistry, Multidisciplinary
Anand K. Agrahari, Priyanka Bose, Manoj K. Jaiswal, Sanchayita Rajkhowa, Anoop S. Singh, Srinivas Hotha, Nidhi Mishra, Vinod K. Tiwari
Summary: The review discusses the successful utilization of CuAAC or click chemistry in the field of glycoscience, focusing on the synthesis of triazole-appended carbohydrate-containing molecular structures such as glycohybrids, glycoconjugates, glycopolymers, glycopeptides, glycoproteins, glycolipids, glycoclusters, and glycodendrimers through regioselective triazole forming modular and bio-orthogonal coupling protocols. These glycoproducts find widespread applications as enzyme inhibitors in drug discovery and development, sensing, gelation, chelation, glycosylation, and catalysis. Additionally, the review provides insights into the impact of click chemistry and outlines future perspectives in various emerging disciplines of science and technology.
Article
Chemistry, Organic
Linwei Zeng, Fengzhi Zhang, Sunliang Cui
Summary: A modular and practical click chemistry is developed for the atroposelective synthesis of 1-triazolyl-2-naphthylamines. This method involves a [3 + 2] cycloaddition reaction under Rh-catalysis to assemble various aromatic or aliphatic azides with 1-alkynyl-2-naphthylamines, resulting in valuable 1-triazolyl-2-naphthylamine scaffolds. This asymmetric click technology offers easily accessible starting materials, mild reaction conditions, facile scalability, and good enantioselectivity. The thermostability of the products highlights their great potential for applications, while the synthetic transformations further enhance the molecular diversity of atropisomers.
Article
Chemistry, Applied
Apurba Dutta, Priyanka Trivedi, Akshay Kulshrestha, Arvind Kumar, Vinita Chaturvedi, Diganta Sarma
Summary: A silica-supported iron complex has been identified as a highly active and reusable catalyst for the synthesis of medicinally important 2,3-dihydroquinazolin-4(1H)-ones. The catalyst showed high turnover number (TON) and turnover frequency (TOF), with successful synthesis of a diverse library of compounds in ppm levels of Fe using water as a solvent. The eco-friendly and sustainable protocol also demonstrated wide substrate scope, shorter reaction time, and gram-scale synthesis.
APPLIED ORGANOMETALLIC CHEMISTRY
(2021)
Article
Environmental Sciences
M. K. Rajput, M. Konwar, D. Sarma
Summary: This study demonstrates the potential of ultrasonication-assisted extraction of toxic lead ions from aqueous systems using imidazolium-based ionic liquids as sole extracting agents, followed by the use of salting-out agents to reduce the release of IL cations into the aqueous phase.
INTERNATIONAL JOURNAL OF ENVIRONMENTAL SCIENCE AND TECHNOLOGY
(2022)
Article
Chemistry, Medicinal
Apurba Dutta, Priyanka Trivedi, Dipshikha Gogoi, Pankaj Chetia, Vinita Chaturvedi, Diganta Sarma
Summary: Among a series of 15 novel 2,3-dihydroquinazolin-4(1H)-one analogues, seven compounds demonstrated moderate to good anti-TB activity with minimum inhibitory concentration values ranging from 25.0-12.5 µg/mL. In silico experiments revealed potential ligand-protein interactions between the target compounds and enzymes from Mycobacterium Tuberculosis, providing valuable information on possible binding interactions.
MEDICINAL CHEMISTRY RESEARCH
(2021)
Article
Chemistry, Multidisciplinary
Apurba Dutta, Diganta Sarma
Summary: A metal, solvent and oxidant free method has been developed for the synthesis of quinazolin-4(3H)-ones under microwave irradiation. Using the same catalyst, 2,3-dihydroquinazolin-4(1H)-ones were also synthesized in water as a green and sustainable solvent. These protocols offer a simplistic and rapid approach for assembling diverse structural quinazolinones.
SUSTAINABLE CHEMISTRY AND PHARMACY
(2021)
Article
Chemistry, Organic
Manashjyoti Konwar, Munmi Saikia, Roktopol Hazarika, Diganta Sarma
Summary: An efficient and simple protocol for synthesizing pyrazoles and phthalazin-1 (2H)-ones has been developed using a common precursor hydrazines catalyzed by nickel chloride. The reactions take place in water at room temperature, offering advantages such as low-cost catalyst, green solvent, relatively shorter reaction time, and superior product yield.
TETRAHEDRON LETTERS
(2022)
Article
Chemistry, Organic
Bidyutjyoti Dutta, Nilakshi Dutta, Apurba Dutta, Montu Gogoi, Sanjay Mehra, Arvind Kumar, Kalyanjyoti Deori, Diganta Sarma
Summary: A bifunctional ionic liquid has been designed and explored as a catalyst for the synthesis of 2-phenylquinazolin-4(3H)-ones. The reaction can be completed in 3.5 minutes using microwave irradiation. In addition, the ionic liquid was used to assist the oxidation of benzyl alcohol to aldehyde without the need for metal catalysts, solvents, and bases. The multifunctionality of the ionic liquid was further confirmed in the synthesis of two Wnt pathway antagonists.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Nilakshi Dutta, Bidyutjyoti Dutta, Apurba Dutta, Bipul Sarma, Diganta Sarma
Summary: An efficient and simple copper catalytic system has been developed for the synthesis of medicinally important 2-substituted quinazoline-4(3H)-ones and 2-substituted quinazolines. The protocol utilizes 2-aminobenzonitrile and benzyl alcohol derivatives, as well as 2-aminobenzylamine and benzaldehyde derivatives, and mild oxidant H2O2, resulting in excellent product yields. The versatility of the protocol is demonstrated through gram-scale syntheses.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Priyanka Gogoi, Bishal Bhattacharyya, Vishal Chakravorty, Anirban Garg, Priyanuj Krishnann Hazarika, Kalyanjyoti Deori, Diganta Sarma
Summary: In this study, nanostructured ZnC2O4.2H(2)O with irregular sheet-like morphology was synthesized through a simple hydrothermal procedure. The synthesized ZnC2O4.2H(2)O nanocrystal proved to be highly stable and served as an efficient recyclable catalyst for azide-alkyne cycloaddition (AAC) reaction. This catalytic protocol exhibited high efficiency and versatility, providing regioselective 1,4-disubstituted 1,2,3-triazoles with good to excellent yields for various aromatic/aliphatic azide and alkyne substrates under mild conditions. The developed methodology also offered sustainability by allowing in-situ generation of azides from their precursors, and outperformed most state-of-the-art copper-free and zinc-based catalysts.
Article
Chemistry, Multidisciplinary
Jasmin Sultana, Bidyutjyoti Dutta, Sanjay Mehra, Shahnaz S. Rohman, Arvind Kumar, Ankur K. Guha, Diganta Sarma
Summary: A solvent-free methodology utilizing starch capped copper nanoparticles (SCuNPs) has been developed for oxidative [3+2] azide-olefin cycloaddition reactions, producing a variety of disubstituted and trisubstituted 1,2,3-triazoles. The mechanism of triazole formation was validated through DFT calculations, showing that the process proceeds through an exergonic pathway with manageable activation barriers.
Article
Chemistry, Organic
Swadhin Chetia, Samprity Sarmah, Apurba Dutta, Diganta Sarma
Summary: A copper acetate monohydrate catalyzed protocol for the construction of quinazoline derivatives and quinolines analogues via dehydrogenative coupling of 2-aminoaryl methanols and nitriles is developed. The reaction proceeded in toluene at 110 degrees C for 5 h without the requirement of inert condition, external additives, and ligands.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Bidyutjyoti Dutta, Priyanuj Krishnann Hazarika, Pranjal Saikia, Surajit Konwer, Lakhyajyoti Borthakur, Diganta Sarma
Summary: A multifunctional room temperature ionic liquid [DDQM][TFSI] has been designed and its properties have been investigated for its use as an electrolyte. The RTIL in its composite form with reduced graphene oxide powder (rGO) exhibits superior catalytic properties and good charge-discharge rate. It also shows excellent specific capacitance, making it a potential active electrode material for supercapacitor devices. Moreover, the RTIL demonstrates excellent thermal properties and catalytic activity for the synthesis of 4-aryl-NH-1,2,3-triazoles in a short amount of time under metal/ligand/external acid-base free conditions incorporating electromagnetic radiation (EMR).
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Nanoscience & Nanotechnology
Apurba Dutta, Priyanka Trivedi, Praveen Singh Gehlot, Dipshikha Gogoi, Roktopol Hazarika, Pankaj Chetia, Arvind Kumar, Amrita Kashyap Chaliha, Vinita Chaturvedi, Diganta Sarma
Summary: A convenient methodology for the synthesis of quinazolinone-triazole hybrids has been developed, and their anti-tubercular activity has been evaluated. Several compounds displayed promising activity against TB, suggesting their potential as drug candidates.
ACS APPLIED BIO MATERIALS
(2022)
Article
Materials Science, Multidisciplinary
Priyanuj Krishnann Hazarika, Priyanka Gogoi, Roktopol Hazarika, Kalyanjyoti Deori, Diganta Sarma
Summary: A novel and sustainable method for constructing medicinally active compounds, 4-aryl-1,2,3-(NH)-triazoles, using Ni(OH)(2)-ZnO nanostructured mixed crystals has been developed. The one-pot multicomponent synthesis in PEG-400 solvent gives nanosheet-like reusable catalysts, which are highly efficient, economical, and tolerant to a wide range of substrates with excellent yields.
MATERIALS ADVANCES
(2022)
Article
Chemistry, Multidisciplinary
Soniya Agarwal, Apurba Dutta, Diganta Sarma, Kalyanjyoti Deori
Summary: A promising strategy for the synthesis of pharmaceutically important scaffold 2,3-dihydroquinazolin-4(1H)-ones through heterogeneous catalysis employing the principle of multicomponent reaction has been presented in this paper. The researchers designed and synthesized NiFe-Fe2O3 catalyst and successfully prepared NiFe alloy nanoparticles with a mean diameter of 3.57 nm to be used in the synthesis of 2,3-dihydroquinazolin-4(1H)-ones. These nanoparticles exhibit high catalytic activity due to their specific morphology and exposed surfaces.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Parmita Phukan, Akshay Kulshrestha, Arvind Kumar, Srijita Chakraborti, Pronobesh Chattopadhyay, Diganta Sarma
Summary: In this work, a simple and low metal loading copper-based ionic liquid was used as solvent and catalyst for the regioselective synthesis of 1,4-disubstituted-1,2,3-triazoles. The protocol demonstrated high efficiency and excellent tolerance to a wide range of substrates, while also showing non-toxic nature due to extremely low loading of copper metal.
JOURNAL OF CHEMICAL SCIENCES
(2021)
